I think it can work. They just need to be careful that the mask ties perfectly with the rest of the costume.

I'm the kind of guy who thinks anything can work, more of a matter of how you present it, like justifying Captain America's costume by having Coulson say one line. If you can get the characters on board it's easier to get the audience on board. All you need is for someone to mention the mask and have Logan say" "you know, It's growing on me." Story wise, to shift the movie to that tone I picture X-men doing the Astonishing X-men route in a future movie. The X-men go public and decide to "Astonish the world". Just my thoughts.

Also we have a maskless Wolverine for 6 movies (7 if you count first class), I'm just asking for one, even if it's a short movie made for fun, I want to see Jackman wear it and kick ass and say "Bub".